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CONVENIENT SYNTHESIS OF 1,3-DIHYDROISOBENZOFURANS BY HYDRIODIC ACID-CATALYZED CYCLIZATION OF 2-VINYLBENZYL ALCOHOLS

  作者 KOBAYASHI KAZUHIRO; SHIKATA KAZUAKI; FUJII YURI; FUKAMACHI SHUHEI; TANMATSU MIYUKI; KONISHI HISATOSHI  
  选自 期刊  Heterocycles;  卷期  2010年81-6;  页码  1459-1466  
  关联知识点  
 

[摘要]A new and short process has been developed for the preparation of 1,1,3-tri- and 1,1,3,3-tetra-substituted 1,3-dihydroisobenzofurans (phthalanes) from alpha-substituted 2-bromostyrenes. The method involves addition of a-substituted 2-lithiostyrenes, generated by the bromine-lithium exchange between alpha-substituted 2-bromostyrenes and butyllithium, to aliphatic aldehydes or ketones, followed by hydriodic acid catalyzed cyclization of the resulting 2-vinylbenzyl alcohols.

 
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